28 Chestnut St, Poughkeepsie, NY 12601
Property image
Property image
OFF MARKET

$410,600

Trulia Estimate
  • 5 Beds
  • 2 Baths
  • 2,000 sqft (on 0.27 acres)

28 Chestnut St, Poughkeepsie, NY 12601

Fairview
Est. Refi. Payment $2,842/mo*
Refinance Your Home
Currently Off Market - Sold Jun 24, 2019 for $242,500

Home Value

Trulia Estimate
$411K
Since last month
Decreased$6K (-1.3%)
Since last year
Increased$18K (+4.6%)
Since last sale
Increased$168K (+69.2%)
Learn more about this home's value by checking out its Trulia Estimate, the value of nearby homes, and how much similar homes have sold for.

Trulia Estimate

The of this home's value increased by +149% in the last 10 years
MonthEstimated value
2026
August 2026$410K
August 2026$410K
July 2026$416K
June 2026$417K
May 2026$415K
April 2026$406K
March 2026$399K
February 2026$395K
January 2026$391K
2025
2024
2023
2022
2021
2020
2019
2018
2017
2016

Comparable sales

These are recently sold homes that have a similar location or other similar features to this home, like bedrooms, bathrooms, and square footage. Get a sense of the expected prices in the area by viewing these homes.
Address
Distance
Property Type
Sold Price
Sold Date
Bed
Bath
Sqft
37 Chestnut Street, Poughkeepsie, NY
0.07
Single-Family Home
$425,000
09/26/25
3
1.5
2,000
118 E Cedar Street, Poughkeepsie, NY
0.18
Single-Family Home
$375,000
05/15/26
3
1.5
1,424
33 Center Avenue, Poughkeepsie, NY
0.50
Single-Family Home
$400,000
09/29/25
5
2
1,628
29 Chestnut Street, Poughkeepsie, NY
0.04
Single-Family Home
$327,500
09/10/25
2
1
960
10 Lakeview Avenue, Poughkeepsie, NY
0.19
Single-Family Home
$515,000
02/12/26
4
2.5
1,968
14 Hawkins Street, Poughkeepsie, NY
0.41
Single-Family Home
$500,000
09/04/26
4
3
1,846
88 Buckingham Avenue, Poughkeepsie, NY
0.21
Single-Family Home
$250,000
02/20/26
3
1
1,513
20-22 Kohlanaris Drive, Poughkeepsie, NY
0.32
Single-Family Home
$499,000
11/25/25
3
2
1,690
210 Smith Street, Poughkeepsie, NY
0.69
Single-Family Home
$325,000
06/22/26
4
1.5
1,840
2 Treadwell Circle, Poughkeepsie, NY
0.33
Single-Family Home
$365,000
10/30/25
3
1
1,421

Nearby home prices

Get a sense of expected prices in the area by checking the value of nearby homes.
Address
Distance
Price
Bed
Bath
Sqft
Status
29 Chestnut Street, Poughkeepsie, NY 12601
0.04
$349,400
2
1
960
Off Market
30 Chestnut Street, Poughkeepsie, NY 12601
0.02
$355,300
2
1.5
1,032
Off Market
37 Chestnut Street, Poughkeepsie, NY 12601
0.07
$452,000
3
1.5
2,000
Off Market
34 Chestnut Street, Poughkeepsie, NY 12601
0.05
$405,200
5
2
1,200
Off Market
82 E Cedar Street, Poughkeepsie, NY 12601
0.08
$572,400
3
2
1,961
Off Market
94 E Cedar Street, Poughkeepsie, NY 12601
0.08
$368,800
3
1.5
1,388
Off Market
102 E Cedar Street, Poughkeepsie, NY 12601
0.10
$419,200
3
1.5
1,666
Off Market
5 EUGENE EAST Court, Poughkeepsie, NY 12601
0.08
$426,800
3
2
1,660
Off Market
3 EUGENE Court E, Poughkeepsie, NY 12601
0.09
$441,100
3
2
1,800
Off Market
103 E CEDAR, Poughkeepsie, NY 12601
0.14
$462,200
3
1.5
1,900
Off Market
107 E Cedar Street, Poughkeepsie, NY 12601
0.16
$399,000
3
1.5
1,892
For Sale
61 Violet Avenue, Poughkeepsie, NY 12601
0.13
$378,600
4
1
1,465
Off Market

Local Information

  • Map ViewExplore the area around 28 Chestnut St.
  • Schools1 Elementary School1 Middle School1 High School
  • Shop & Eat
-- mins to
Commute Destination

Home Highlights

Single-Family Home
Built in 1963
0.27 acre lot
2,000 sqft
$205/sqft
Garage

About this House

This single-family home is located at 28 Chestnut St, Poughkeepsie, NY. 28 Chestnut St is in the Fairview neighborhood in Poughkeepsie, NY and in ZIP code 12601. This property has 5 bedrooms, 2 bathrooms and approximately 2,000 sqft of floor space. This property has a lot size of 0.27 acres and was built in 1963.
28 Chestnut St, Poughkeepsie, NY 12601 is a 5 bedroom, 2 bathroom, 2,000 sqft single-family home in Fairview, built in 1963. It last sold for $242,500 on Jun 24, 2019. This property is not currently displayed as for sale or rent on Trulia. The Trulia Estimate is $410,600, with a rent estimate of $3,657/month.

Home Details for 28 Chestnut St

Interior Features

Heating & Cooling
Heating: Baseboard, OilHeating Fuel: Baseboard
Levels, Entrance, & Accessibility
Stories: 2Floors: Tile, Hardwood, Linoleum Vinyl
Interior Details
Number of Rooms: 6Types of Rooms: Dining Room
Appliances & Utilities
DryerRefrigeratorWasher

Exterior Features

Exterior Home Features
Roof: AsphaltExterior: Other, Stone
Parking & Garage
GarageParking Space: 1Parking: Garage Attached

Property Information

Year Built
Year Built: 1963
Property Type / Style
Property Type: Single Family HomeArchitecture: Ranch / Rambler

Community

Units in Building: 1

Lot Information

Lot Area: 0.27 acres

Price and Tax history

DateEventPrice
Jun 24, 2019
Source: OneKey® MLS as distributed by MLS GRID #M379741
Sold
$242,500
Mar 28, 2019
Source: Agent Provided
Listed For Sale
$255,000
Jul 20, 2016
Source: OneKey® MLS as distributed by MLS GRID #M345743
Sold
$160,000
Feb 18, 2016
Source: Agent Provided
Pending
$166,000
Dec 10, 2015
Source: Agent Provided
PriceChange
$166,000
Price decreased by 5%

Market trends in Poughkeepsie

Last updated July 2026
Buyer'sMarketSeller'sMarket
Avg. sale price
$411K
$5.83KMoM
Sale-to-List Price
101.1%
0.8%MoM
Price per sq ft
$236
$2MoM
Available listings
216
13MoM

Around this home

Neighborhood Overview

Fairview
See Local Highlights
Neighborhood stats provided by third party data sources.

What Locals Say about Fairview

At least 1 Trulia users voted on each feature.

  • 100 % Say it's dog friendly

  • 100 % Say kids play outside

  • 100 % Say neighbors are friendly

  • 100 % Say they plan to stay for at least 5 years

  • 100 % Say there's holiday spirit

  • 100 % Say yards are well-kept

  • 100 % Say it's quiet

  • 100 % Say there's wildlife

  • 100 % Say it's walkable to grocery stores

  • 100 % Say it's walkable to restaurants

  • 100 % Say parking is easy

  • 100 % Say car is needed

  • 100 % Say there are sidewalks

  • 100 % Say streets are well-lit

Sourced by Trulia users. Learn more about our methodology.

LGBTQ Local Legal Protections

Frequently asked questions about 28 Chestnut St

  • What is 28 Chestnut St estimated to be worth?
    Trulia's estimated value for 28 Chestnut St in Poughkeepsie, NY is $410,600.
  • What is the price history for 28 Chestnut St?
    28 Chestnut St in Poughkeepsie, NY last sold for $242,500 in June 2019.
  • Is Poughkeepsie a buyer's or seller's market?
    Poughkeepsie is currently a seller's market, based on recent for-sale activity.
  • What's the median sale price in Poughkeepsie?
    The median sale price in Poughkeepsie is $411K. That is up $5.83K from the prior month.
  • Does 28 Chestnut St have laundry facilities?
    Yes, 28 Chestnut St in Poughkeepsie, NY has in-unit laundry.
  • How big is the lot at 28 Chestnut St?
    The lot at 28 Chestnut St in Poughkeepsie, NY is about 0.27 acres (11,761 sq ft).

Explore by feature - Pet Friendly

82 pet-friendly rentals in Poughkeepsie, NY

Explore by feature - Garage

15 rentals with a garage in Poughkeepsie, NY

Explore by feature - Air Conditioning

119 rentals with air conditioning in Poughkeepsie, NY

Explore by feature - Pool

12 rentals with a pool in Poughkeepsie, NY

Explore by feature - Washer/dryer

81 rentals with a washer/dryer in Poughkeepsie, NY

Explore by feature - Outdoor Space

33 rentals with an outdoor space in Poughkeepsie, NY

Apartments for Rent

Skip to last item
Skip to first item

Off Market Homes Near 28 Chestnut St

Skip to last item
Skip to first item

Homes for sale near 28 Chestnut St

Skip to last item
Skip to first item
Skip to last item
  • Results are loading
Skip to first item